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He played two years of junior hockey with the Winnipeg Monarchs of the MJHL. In 1936–37, his second campaign with the team, he centered the top forward line as the Monarchs captured both the league title and Memorial Cup.

As a rookie with the Rangers in 1939-40, he was the center on the third forward line with Dutch Hiller and Clint Smith. Pike contributed two key goals in the 1940 Stanley Cup Finals. He scored the winner in overtime of Game 1, and tallied again midway through the third period of Game 6 to tie the match at 2–2 and eventually extend it beyond regulation. Bryan Hextall's goal in the extra period clinched the Stanley Cup Championship for the Rangers.

His most productive season was in 1941-42 with 27 points (8 goals, 19 assists). He was converted into a defenceman the following year. His hockey career was put on hold between 1943 and 1945 when he was stationed with the Royal Canadian Air Force in Winnipeg during World War II. He played two more seasons with the Rangers, the final one as a left winger in 1946-47, becoming one of the very few individuals in professional hockey history to play three different positions. His final NHL totals were 119 points (42 goals, 77 assists) in 234 games.

He appeared in a handful of matches with the Winnipeg Nationals in 1948 and 1949 before ending his playing career.

He returned to the Rangers as its coach eighteen games into the 1959-60 NHL season. His personality was a direct contrast from that of the man he replaced, the temperamental Phil Watson (Muzz Patrick served as the interim for two matches). After compiling a 36–66–21 record in two years without a postseason appearance, Pike was replaced by Doug Harvey in 1961.